Sodium Methoxide → HCID 72189585, compound

Participants

Reaction Steps

To a stirred solution of N-(2,4-dimethylphenyl)-2-fluoro-N-isobutyl-4-((tetrahydro-2H-pyran-4-yl)methoxy)benzenesulfonamide (358 mg, 0.478 mmol) in methanol (1 mL) at room temperature was added 25% sodium methoxide in methanol (109 uL, 0.478 mmol). The reaction mixture was stirred at room temperature for 2 hours, then heated to reflux for 1 hour. The reaction was quenched with water (1 mL) and the solvents removed in vacuo to give a yellow solid. The crude residue was dissolved in dichloromethane (DCM) (10 mL) and the organics washed with water (3×10 mL). The organics were passed through a hydrophobic frit and the filtrate evaporated to dryness to give a yellow oil. The crude was purified by mass directed autoprep (ammonium carbonate modifier). The solvent was evaporated under a stream of nitrogen to give the required product, 129 mg. LCMS [LCMS2] Rt 1.47 min, m/z (ES+) 462 (M+H).

Provenance & Evidence